| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-08 12:33:57 UTC |
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| Updated at | 2022-09-08 12:33:57 UTC |
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| NP-MRD ID | NP0267707 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1e,4r)-1-[(2r,3s,4s,6r,10z,14s,16r,18s,21r,22s,23s)-16-(acetyloxy)-4,6,14,18,22-pentahydroxy-3,11,21,23-tetramethyl-24-oxo-1-oxacyclotetracos-10-en-2-yl]-2-methylhept-1-en-4-yl acetate |
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| Description | Dolabelide D belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1e,4r)-1-[(2r,3s,4s,6r,10z,14s,16r,18s,21r,22s,23s)-16-(acetyloxy)-4,6,14,18,22-pentahydroxy-3,11,21,23-tetramethyl-24-oxo-1-oxacyclotetracos-10-en-2-yl]-2-methylhept-1-en-4-yl acetate is found in Dolabella auricularia. (1e,4r)-1-[(2r,3s,4s,6r,10z,14s,16r,18s,21r,22s,23s)-16-(acetyloxy)-4,6,14,18,22-pentahydroxy-3,11,21,23-tetramethyl-24-oxo-1-oxacyclotetracos-10-en-2-yl]-2-methylhept-1-en-4-yl acetate was first documented in 2006 (PMID: 16506747). Based on a literature review very few articles have been published on dolabelide D. |
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| Structure | CCC[C@H](C\C(C)=C\[C@H]1OC(=O)[C@@H](C)[C@@H](O)[C@H](C)CC[C@H](O)C[C@H](C[C@@H](O)CC\C(C)=C/CCC[C@@H](O)C[C@H](O)[C@@H]1C)OC(C)=O)OC(C)=O InChI=1S/C39H68O11/c1-9-12-34(48-29(7)40)19-25(3)20-37-27(5)36(45)23-31(42)14-11-10-13-24(2)15-17-32(43)21-35(49-30(8)41)22-33(44)18-16-26(4)38(46)28(6)39(47)50-37/h13,20,26-28,31-38,42-46H,9-12,14-19,21-23H2,1-8H3/b24-13-,25-20+/t26-,27+,28+,31-,32+,33+,34-,35+,36+,37-,38+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C39H68O11 |
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| Average Mass | 712.9620 Da |
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| Monoisotopic Mass | 712.47616 Da |
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| IUPAC Name | (1E,4R)-1-[(2R,3S,4S,6R,10Z,14S,16R,18S,21R,22S,23S)-16-(acetyloxy)-4,6,14,18,22-pentahydroxy-3,11,21,23-tetramethyl-24-oxo-1-oxacyclotetracos-10-en-2-yl]-2-methylhept-1-en-4-yl acetate |
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| Traditional Name | (1E,4R)-1-[(2R,3S,4S,6R,10Z,14S,16R,18S,21R,22S,23S)-16-(acetyloxy)-4,6,14,18,22-pentahydroxy-3,11,21,23-tetramethyl-24-oxo-1-oxacyclotetracos-10-en-2-yl]-2-methylhept-1-en-4-yl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | CCC[C@H](C\C(C)=C\[C@H]1OC(=O)[C@@H](C)[C@@H](O)[C@H](C)CC[C@H](O)C[C@H](C[C@@H](O)CC\C(C)=C/CCC[C@@H](O)C[C@H](O)[C@@H]1C)OC(C)=O)OC(C)=O |
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| InChI Identifier | InChI=1S/C39H68O11/c1-9-12-34(48-29(7)40)19-25(3)20-37-27(5)36(45)23-31(42)14-11-10-13-24(2)15-17-32(43)21-35(49-30(8)41)22-33(44)18-16-26(4)38(46)28(6)39(47)50-37/h13,20,26-28,31-38,42-46H,9-12,14-19,21-23H2,1-8H3/b24-13-,25-20+/t26-,27+,28+,31-,32+,33+,34-,35+,36+,37-,38+/m1/s1 |
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| InChI Key | VJFQDPJVPBUKKD-GSSQTRIMSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Macrolides and analogues |
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| Sub Class | Not Available |
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| Direct Parent | Macrolides and analogues |
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| Alternative Parents | |
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| Substituents | - Macrolide
- Tricarboxylic acid or derivatives
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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